Sunny's Silver Linings

Sunny's Silver Linings

Sunny's Silver Linings is a Top MSP Channel Podcast hosted by the CEO of IT By Design, Sunny Kaila. Sunny and his guests cover a wide range of MSP and Talent-based topics, including MSP services, cybersecurity, customer service, and strategies to achieve growth and success in the channel. Listen now to take your business to the next level!

https://hubs.ly/Q02DrxnQ0

Episodes

December 11, 2025 34 mins
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How can MSP owners lead stronger, adopt AI safely, and meet CMMC Level 2 requirements? 

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From the fields to the fast lane, this is the story of Will Nobles, CEO of Vector Choice

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Michael Stratos, CEO of Red Helm, shares his journey from Ideal Integrations Read more

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Join Sunny Kaila as he talks with Alex Brandt, cybersecurity expert and MSP strategist, abou...

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What does it take to transform from an indispensable founder to a scalable leader? In this episode, Kevin Blake shares his powerful journey from building ICS and selling it, to guiding MSPs on leadership, delegation, and the next big frontier: AI.

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In this episode of Sunny's Silver Linings

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In this compelling episode, MSP legend Chris Day shares his transformative journey from an IT services entrepreneur to a software visionary who helped solve the industry's biggest documentation problem.

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What if automation wasn't about r...

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In this episode, Ryan Bowman of ThreatLocker joins Sunny Kaila for an i...

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What's stopping your MSP from scaling? Hint: it's

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Struggling to get real ROI from your MSP sales efforts? In this episode of Sunny Silver Linings, Kendra Lee: sales strategist, HubSpot Gold Partner, and AI-for-sales expert: shares how MSP leaders can use AI to drive smarter prospecting, tighter follow-ups, and repeatable revenue growth. 

We cover everything from sales consistency and CRM discipline to the right way to use AI without losing your authenticity. This is your playbook ...

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Are you an MSP owner feeling indispensable? In this episode, Jamison West, a serial entrepreneur Read more

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Struggling to scale your MSP with the right

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What's the secret to building an unstoppable MSP in today's fast-moving tech world? In this episode, Peter Melby, CEO of New Charter Technologies, breaks down how top MSPs are shifting from reactive IT support to proactive business problem-solvers. 

Discover why the future belongs to those who ask better questions, embrace AI with purpose, and treat their MSP like an innovation lab—not just a service desk. 

Key Highlights: 

  • Wh...
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What does it take to lead the next evolution of the MSP industry? In this episode, Bill McLaughlin of Thrive reveals how visionary leadership, a security-first approach, and ...

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What does it take to scale a visionary business? In this episode, Sunny Kaila and Chad Willardson ...

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What separates successful entrepreneurs from the rest? It's not just vision—it's resilience, adaptability, and the willingness to embrace discomfort. 

In this episode, Nick Recker shares his journey from running a small MSP to building Blue Alliance, an innovative platform company. 

  • The challenges of scaling a business 
  • Why the "messy middle" defines true entrepreneurs 
  • The power of self-audits and strategic pivots 
  • How cultur...
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What does it take to build a high-performing MSP? In this episode, discover how Kayvan Yazdi and Iman Read more

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